Two-Step Synthetic Route toward Asymmetric and Symmetric Boron Dipyrromethenes: Synthesis, Optical Properties, and Electrochemistry

Title

Two-Step Synthetic Route toward Asymmetric and Symmetric Boron Dipyrromethenes: Synthesis, Optical Properties, and Electrochemistry

Authors

Presenter(s)

Michael A Coladipietro

Files

Description

A two-step synthetic route toward BODIPY dyes is accomplished by reaction of the readily available naphtho[1,2-c]pyrrole with various aldehydes followed by coordination of BF2. Synthesis of the dipyrromethene is achieved by simply heating the pyrrole and aldehyde at moderate temperatures for less than 30 min. In addition to the absence of solvent this reaction does not require an acid catalyst or an oxidizing agent to achieve the dipyrromethene. Investigation of various aldehydes by this method suggests that the choice of aldehyde plays a role in the formation of either symmetric or asymmetric BODIPYs. The dyes have exceptionally high molar absorptivities (> 100000 m–1 cm–1) in the far visible region of the electromagnetic spectrum with intense emission and high quantum efficiency.

Publication Date

4-5-2017

Project Designation

Honors Thesis - Undergraduate

Primary Advisor

Shawn M Swavey

Primary Advisor's Department

Chemistry

Keywords

Stander Symposium poster

Two-Step Synthetic Route toward Asymmetric and Symmetric Boron Dipyrromethenes: Synthesis, Optical Properties, and Electrochemistry

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